Dichlorido{N,N-dimethyl-N′-[1-(2-pyrid­yl)ethyl­idene]ethane-1,2-diamine-κ3 N,N′,N′′}manganese(II)

Nurul Azimah Ikmal Hisham; Nura Suleiman Gwaram; Hamid Khaledi; Hapipah Mohd Ali

doi:10.1107/S1600536811002030

. 2011 Jan 22;67(Pt 2):m229. doi: 10.1107/S1600536811002030

Dichlorido{N,N-dimethyl-N′-[1-(2-pyridyl)ethylidene]ethane-1,2-diamine-κ³ N,N′,N′′}manganese(II)

Nurul Azimah Ikmal Hisham ^a, Nura Suleiman Gwaram ^a, Hamid Khaledi ^a,^*, Hapipah Mohd Ali ^a

PMCID: PMC3051723 PMID: 21522887

Abstract

The asymmetric unit of the title compound, [MnCl₂(C₁₁H₁₇N₃)], contains two crystallographically independent molecules with slightly different geometries. In each molecule, the Mn^II ion is five coordinated by the N,N′,N′′-tridentate Schiff base and two Cl atoms in a distorted square-pyramidal geometry. In the crystal, C—H⋯Cl hydrogen bonds link adjacent molecules into a three-dimensional network.

Related literature

For the structure of a CuCl₂ complex of the same Schiff base, see: Saleh Salga et al. (2010) ▶. For structures of similar Mn^II complexes, see: Gibson et al. (2003 ▶); Reardon et al. (2002 ▶).

Experimental

Crystal data

[MnCl₂(C₁₁H₁₇N₃)]
M _r = 317.12
Monoclinic,
a = 17.6157 (8) Å
b = 9.9269 (4) Å
c = 20.4710 (8) Å
β = 124.592 (3)°
V = 2946.9 (2) Å³
Z = 8
Mo Kα radiation
μ = 1.24 mm⁻¹
T = 100 K
0.19 × 0.13 × 0.09 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T _min = 0.798, T _max = 0.897
26611 measured reflections
6426 independent reflections
5326 reflections with I > 2σ(I)
R _int = 0.043

Refinement

R[F ² > 2σ(F ²)] = 0.027
wR(F ²) = 0.063
S = 1.02
6426 reflections
313 parameters
H-atom parameters constrained
Δρ_max = 0.32 e Å⁻³
Δρ_min = −0.32 e Å⁻³

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2010 ▶).

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811002030/is2666sup1.cif

e-67-0m229-sup1.cif^{(22.9KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811002030/is2666Isup2.hkl

e-67-0m229-Isup2.hkl^{(314.5KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4⋯Cl4ⁱ	0.95	2.73	3.6115 (18)	155
C7—H7B⋯Cl3ⁱ	0.98	2.75	3.7280 (18)	175
C14—H14⋯Cl4ⁱⁱ	0.95	2.82	3.7048 (18)	156
C19—H19A⋯Cl3ⁱⁱⁱ	0.99	2.64	3.5839 (18)	159
C19—H19B⋯Cl4ⁱ	0.99	2.73	3.6579 (19)	156
C22—H22B⋯Cl4ⁱ	0.98	2.78	3.6693 (19)	151

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Symmetry codes: (i) Inline graphic ; (ii) ; (iii) .

Acknowledgments

The authors thank the University of Malaya for funding this study (FRGS grant No. FP004/2010B).

supplementary crystallographic information

Comment

The title compound was obtained upon complexation of the Schiff base, N,N-dimethyl-N'-[methyl(2-pyridyl)methylene]ethane-1,2-diamine, with MnCl₂. Similar to its analogous copper(II) complex (Saleh Salga et al., 2010), the metal center is five-coordinated by the N,N',N"-tridentate Schiff base and two Cl atoms. Two geometrically different molecules exist in the crystal structure. In both molecules, the Mn^II ions are in a square-pyramidal coordination environment with different degrees of distortion from the ideal geometry as revealed by the τ values of 0.101 for Mn1 complex and 0.035 for Mn2 complex. The weighted r.m.s. fit for the superposition of the non-H atoms in both molecules is 0.0868 Å. The Mn—Cl and Mn—N bond lengths in the two molecules are comparable with those in the related structures (Gibson et al., 2003; Reardon et al., 2002). In the crystal, the adjacent molecules are connected via C—H···Cl hydrogen bonds into a three-dimensional polymeric structure. The crystal structure contains void spaces with the size of 54.00 Å^-3 within which there is no evidence for included solvent.

Experimental

A mixture of 2-acetylpyridine (0.61 g, 5 mmol) and N,N-dimethylethyldiamine (0.44 g, 5 mmol) in ethanol (50 ml) was refluxed for 2 hr followed by addition of a solution of manganese(II) chloride (0.63 g, 5 mmol) in a minimum amount of water. The resulting solution was refluxed for 30 min, then set aside at room temperature. The crystals of the title compound were obtained after a few days.